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Portland

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Portland Flights as Low as $108

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Fri, Aug 1 - Mon, Aug 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$108 Roundtrip, found 7 hours ago
$108
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Bradley Intl., returning Mon, Aug 4, priced at $108 found 7 hours ago
Spirit Airlines
Sat, Nov 15 - Mon, Nov 17
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$108 Roundtrip, found 14 hours ago
$108
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Sat, Nov 15 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Nov 17, priced at $108 found 14 hours ago
Breeze Airways
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$111 Roundtrip, found 5 days ago
$111
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $111 found 5 days ago
Breeze Airways
Fri, Aug 1 - Mon, Aug 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$113 Roundtrip, found 7 hours ago
$113
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Bradley Intl., returning Mon, Aug 4, priced at $113 found 7 hours ago
Breeze Airways
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$116 Roundtrip, found 5 days ago
$116
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $116 found 5 days ago
Breeze Airways
Fri, Aug 1 - Mon, Aug 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$119 Roundtrip, found 7 hours ago
$119
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Bradley Intl., returning Mon, Aug 4, priced at $119 found 7 hours ago
Avelo Airlines
Mon, Aug 11 - Thu, Aug 14
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$137 Roundtrip, found 5 hours ago
$137
Roundtrip
found 5 hours ago
Select Avelo Airlines flight, departing Mon, Aug 11 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Thu, Aug 14, priced at $137 found 5 hours ago
Breeze Airways
Fri, Jul 11 - Mon, Jul 14
TPA
Tampa Intl.
BDL
Bradley Intl.
$141 Roundtrip, found 1 day ago
$141
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jul 11 from Tampa Intl. to Bradley Intl., returning Mon, Jul 14, priced at $141 found 1 day ago
Frontier Airlines
Sat, Jul 5 - Sat, Jul 12
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$157 Roundtrip, found 23 hours ago
$157
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Sat, Jul 5 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Sat, Jul 12, priced at $157 found 23 hours ago
Frontier Airlines
Sat, Jul 12 - Mon, Jul 14
MCO
Orlando Intl.
BDL
Bradley Intl.
$157 Roundtrip, found 1 day ago
$157
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jul 12 from Orlando Intl. to Bradley Intl., returning Mon, Jul 14, priced at $157 found 1 day ago
American Airlines
Wed, Nov 12 - Wed, Nov 12
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$171 Roundtrip, found 4 days ago
$171
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Nov 12 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Wed, Nov 12, priced at $171 found 4 days ago
JetBlue Airways
Wed, Nov 12 - Tue, Nov 18
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$177 Roundtrip, found 1 day ago
$177
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Nov 12 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Tue, Nov 18, priced at $177 found 1 day ago
United
Tue, Aug 12 - Tue, Aug 19
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$190 Roundtrip, found 2 days ago
$190
Roundtrip
found 2 days ago
Select United flight, departing Tue, Aug 12 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Tue, Aug 19, priced at $190 found 2 days ago
Delta
Tue, Sep 2 - Sat, Sep 6
MCO
Orlando Intl.
BDL
Bradley Intl.
$217 Roundtrip, found 5 days ago
$217
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Sep 2 from Orlando Intl. to Bradley Intl., returning Sat, Sep 6, priced at $217 found 5 days ago
Avelo Airlines
Fri, Jun 27 - Sun, Jun 29
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$244 Roundtrip, found 6 days ago
$244
Roundtrip
found 6 days ago
Select Avelo Airlines flight, departing Fri, Jun 27 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Sun, Jun 29, priced at $244 found 6 days ago
Avelo Airlines
Fri, Jun 20 - Thu, Jun 26
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$316 Roundtrip, found 5 days ago
$316
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Fri, Jun 20 from Tampa Intl. to Tweed - New Haven Regional, returning Thu, Jun 26, priced at $316 found 5 days ago

Cheap Flights to Portland

Fall in love at first flight with your vacation to Portland by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Portland on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Portland, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Portland

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Portland with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the HFD airport.

What is the cheapest month to fly to Portland?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Portland are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Portland?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Portland.

What airport is best to fly into Portland?

When you’re planning your trip to Portland, convenience is the name of the game. Luckily, Portland Tweed - New Haven Regional Airport is nearby so you can deplane and get going on checking off everything on your Portland must-do list.

How much are flights to Portland?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Portland on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $108, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Portland?

The trick to saving a stack of cash on your flight to Portland? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $108 right now, why wait?

Portland Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$107

Last Minute Hotel Deals in Portland

Solano Inn
Solano Inn
2.5 out of 5
1503 Portland-Cobalt Rd, Portland, CT
Stay at this hotel in Portland. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Arrigoni Winery and Dart Island State Park are located ...
8.8/10 Excellent! (140 reviews)
"The owners have obviously put a lot of effort into upgrading the rooms. Very nice layout, very clean, and the bed was very comfortable. An additional chair for reading/relaxing would be appreciated. Next step would be external upgrading(landscaping, etc), but we would definitely stay here again!"

Reviewed on Jun 14, 2025

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Solano Inn
The Capitol Hotel
The Capitol Hotel
3 out of 5
440 Asylum St, Hartford, CT
Stay at this 3-star business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
7.4/10 Good! (1,010 reviews)
"This hotel was nice and reasonable! Few issues here and there but very minimal. Otherwise would stay again :)"

Reviewed on Jun 15, 2025

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The Capitol Hotel
Clarion Inn
Clarion Inn
3 out of 5
201 Washington Avenue, North Haven, CT
Book a stay at this business-friendly hotel in North Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.4/10 Good! (1,006 reviews)
"nice service"

Reviewed on Jun 13, 2025

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Clarion Inn
Motel 6 Wethersfield, CT - Hartford
Motel 6 Wethersfield, CT - Hartford
2 out of 5
1341 Silas Deane Hwy, Wethersfield, CT
Stay at this motel in Wethersfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.6/10 (1,003 reviews)
"it was very nice amazing"

Reviewed on Jun 9, 2025

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Motel 6 Wethersfield, CT - Hartford
Holiday Inn Express Southington by IHG
Holiday Inn Express Southington by IHG
2.5 out of 5
120 Laning St, Southington, CT
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,006 reviews)
"Clean"

Reviewed on Jun 7, 2025

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Holiday Inn Express Southington by IHG
Ramada by Wyndham Hartford North / Bradley Airport
Ramada by Wyndham Hartford North / Bradley Airport
2.5 out of 5
383 South Center St, Windsor Locks, CT
Stay at this hotel in Windsor Locks. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Oliver Ellsworth Homestead and Broad Brook Brewing ...
6.4/10 (747 reviews)
Inexpensive stay.
"Older hotel but it was clean and comfortable."

Reviewed on Jun 8, 2025

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Ramada by Wyndham Hartford North / Bradley Airport
Holiday Inn Express & Suites Meriden by IHG
Holiday Inn Express & Suites Meriden by IHG
2.5 out of 5
2104 N Broad St, Meriden, CT
Stay at this hotel in Meriden. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8/10 Very Good! (1,005 reviews)
"Cleaning and comfortable"

Reviewed on Jun 14, 2025

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Holiday Inn Express & Suites Meriden by IHG
Fairfield Inn & Suites by Marriott Plainville
Fairfield Inn & Suites by Marriott Plainville
2.5 out of 5
400 New Britain Ave, Plainville, CT
Book a stay at this business-friendly hotel in Plainville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (837 reviews)
"Very clean"

Reviewed on Jun 11, 2025

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Fairfield Inn & Suites by Marriott Plainville
See all 664 properties in Portland
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.